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CS-W001157 4
Total: USD 88.00

2-Bromo-3-methylbenzo[b]thiophene

  • CAS No. 5381-23-7

  • Cat. No. CS-0160075
  • Purity≥95%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2-Bromo-3-methylbenzo[b]thiophene|CS-0160075

Structure of 5381-23-7

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General Information

  • CAS No. 5381-23-7
  • Cat. No. CS-0160075
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrS
  • Molecular Weight 227.12
  • Synonym(s) 2-Bromo-3-methyl-1-benzothiophene
  • SMILES CC1=C(Br)SC2=CC=CC=C21

Description

2-Bromo-3-methylbenzo[b]thiophene serves as a pivotal building block in the synthesis of functionalized heterocycles. This brominated thiophene derivative features a sterically accessible halogen site and an electron-rich methyl group, enabling efficient cross-coupling reactions. Its bench-stable nature supports reliable use in transition metal-catalyzed transformations.

Application

2-Bromo-3-methylbenzo[b]thiophene serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. Its bromine atom enables palladium-catalyzed cross-coupling reactions, while the methyl group provides a site for selective oxidation or further functionalization. The molecule exhibits good bench stability and is compatible with standard synthetic workflows, facilitating efficient access to complex scaffolds in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      696-59-3
    • In-stock
      2-Bromo-3-methylthiophene|CS-W002276
      14282-76-9
    • ~91%
    • In-stock
      2-Bromo-3-methylbenzo[b]thiophene|CS-0160075
      5381-23-7

    References

    • Rafiq, Settu Muhamad; Sivasakthikumaran, Ramakrishnan; Mohanakrishnan, Arasambattu K. Organic Letters, 2014 , vol. 16, # 10 p. 2720 - 2723
  • Route2
    • 3-(Chloromethyl)benzo[b]thiophene|CS-1665413
      3216-47-5
    • ~%
    • In-stock
      2-Bromo-3-methylbenzo[b]thiophene|CS-0160075
      5381-23-7

    References

    • Gaertner Journal of the American Chemical Society, 1952 , vol. 74, p. 2185,2187
  • Route3

    References

    • Gaertner Journal of the American Chemical Society, 1952 , vol. 74, p. 2185,2187

Safety Information

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GHS Pictogram : N/A
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UN#: N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.97222
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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